Glyoxal → 5,8-Dibromoquinoxaline

HRID 43047

Reaktionsgleichung

Reaktionsgleichung von HRID 43047
[CH:1]([CH:3]=O)=O.[Br:5][C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[C:8]([NH2:13])[C:7]=1[NH2:14]>CCO>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[C:8]2[C:7]=1[N:14]=[CH:1][CH:3]=[N:13]2

Komponenten

4

Edukt 2

HCID 7860GlyoxalHCID 118215323,6-Dibromobenzene-1,2-diamine

Produkt 1

HCID 115147635,8-DibromoquinoxalineAusbeute 79,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A 40% aqueous solution of glyoxal (8.8 M, 6.3 mL, 55.1 mmol, 1.3 equiv) was added to a suspension of 3,6-dibromo-benzene-1,2-diamine (Step 1.6) (11.3 g, 42.4 mmol) in EtOH (280 mL). The reaction mixture was heated to reflux for 3 h and allowed to cool to rt overnight. Vacuum filtration of the reaction mixture afforded 9.7 g of the title compound as a yellow solid: APCI-MS: 286.2/288.1/290.1 [M−1]−; tR=4.40 min (System 1).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 3 h
  3. filtrationVacuum filtration of the reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-3752f261596140a6bdbe69df656e39c9
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536175B2

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